Terminal silicone ester quaternary compounds

Abstract

The present invention relates to a series of novel silicone ester quaternary polymers which are substantive to fiber and provide outstanding softening properties to various fibers, hair and skin. The compounds of the present invention are prepared by the esterification of a terminal hydroxyl group which is present on a silicone polymer with monochloroacetic acid, and in a subsequent step, reacting the chloro ester so produced with a tertiary amine to produce the desired quaternary compound.

What is claimed is: 
     
       1. A silicone polymer which conforms to the following structure; ##STR11## wherein; R is   R'CH.sub.2 --C(O)O--(CH.sub.2 CH.sub.2 --O)z--(CH.sub.2 CH(CH.sub.3)O)y--(CH.sub.2 CH.sub.2 --O)x--(CH.sub.2).sub.3 --;     a is an integer from 0 to 200;   c is an integer from 1 to 200, with the proviso that a+c is no more than 200;   R 1  is selected from the group consisting of --(CH 2 ) n  CH 3  and phenyl;   n is an integer from 0 to 10;   x, y and z are integers and are independently selected from 0 to 20;   R' is selected from the group consisting of; ##STR12## R 3 , R 4 , and R 5  are each independently alkyl having from 1 to 20 carbon atoms; ##STR13## R 6  is alkyl having from 6 to 20 carbon atoms, R 7  and R 8  are independently methyl or ethyl;   1is an integer from 1 to 5; and ##STR14## wherein R 9  is alkyl having from 6 to 20 carbon atoms;     v is an integer from 1 to 5.   
     
     
       2. A silicone polymer of claim 1 wherein R' is; ##STR15## R 3 , R 4 , and R 5  are each independently alkyl having from 1 to 20 carbon atoms. 
     
     
       3. A silicone polymer of claim 1 wherein  3  R and  4  R are methyl and R 5  is alkyl having 18 carbon atoms. 
     
     
       4. A silicone polymer of claim 1 wherein R' is ##STR16## R 6  is alkyl having from 6 to 20 carbon atoms; R 7  and R 8  are independently selected from the group consisting of methyl and ethyl.   
     
     
       5. A silicone polymer of claim 4 wherein R 7  and R 8  are methyl and R 6  is alkyl having 17 carbon atoms. 
     
     
       6. A silicone polymer of claim 4 wherein R 7  and R 8  are methyl and R 6  is alkyl having 11 carbon atoms. 
     
     
       7. A silicone polymer of claim 1 wherein R' is ##STR17## R 9  is alkyl having from 6 to 20 carbon atoms.   
     
     
       8. A silicone polymer of claim 7 wherein R 9  is alkyl having 17 carbon atoms. 
     
     
       9. A process for the treatment of fiber which comprises contacting the fiber with an effective conditioning amount of a silicone polymer which conforms to the following: ##STR18## wherein; R is   R'CH.sub.2 --C(O)O--(CH.sub.2 CH.sub.2 --O)z--(CH.sub.2 CH(CH.sub.3)O)y--(CH.sub.2 CH.sub.2 --O)x--(CH.sub.2).sub.3 --;     a is an integer from 0 to 200;   c is an integer from 1 to 200, with the proviso that a+c is no more than 200;   R 1  is selected from the group consisting of --(CH 2 ) n  CH 3  and phenyl;   n is an integer from 0 to 10;   x, y and z are integers and are independently selected from 0 to 20;   R' is selected from the group consisting of; ##STR19## R 3 , R 4 , and R 5  are each independently alkyl having from 1 to 20 carbon atoms; ##STR20## R 6  is alkyl having from 6 to 20 carbon atoms, R 7  and R 8  are independently methyl or ethyl;   1is an integer from 1 to 5; and ##STR21## wherein R 9  is alkyl having from 6 to 20 carbon atoms;     v is an integer from 1 to 5.   
     
     
       10. A process of claim 9 wherein R' is; ##STR22## R 3 , R 4 , and R 5  are each independently alkyl having from 1 to 20 carbon atoms. 
     
     
       11. A process of claim 9 wherein R 3  and R 4  are methyl and R 5  is alkyl having 18 carbon atoms. 
     
     
       12. A process of claim 9 wherein R' is ##STR23## R 6  is alkyl having from 6 to 20 carbon atoms; R 7  and R 8  are independently selected from the group consisting of methyl and ethyl.   
     
     
       13. A process of claim 12 wherein R 7  and R 8  are methyl and R 6  is alkyl having 17 carbon atoms. 
     
     
       14. A process of claim 12 wherein R 7  and R 8  are methyl and R 6  is alkyl having 11 carbon atoms. 
     
     
       15. A process of claim 9 wherein R' is ##STR24## R 9  is alkyl having from 6 to 20 carbon atoms.   
     
     
       16. A process of claim 15 wherein R 9  is alkyl having 17 carbon atoms. 
     
     
       17. A process of claim 15 wherein R 9  is alkyl having 11 carbon atoms. 
     
     
       18. A chloro containing silicone ester intermediate conforming to the following structure; ##STR25## wherein R" is   --(CH.sub.2).sub.3 --O--(CH.sub.2 CH.sub.2 --O).sub.x --(CH.sub.2 (CH.sub.3)CH--O).sub.y --(CH.sub.2 CH.sub.2 --O).sub.z --     x, y and z are integers independently selected from 0 to 20;   b is an integer from 1 to 200.